3-Nitroanisole

Base Information

• Chemical Name: 3-Nitroanisole
• CAS No.: 555-03-3
• Deprecated CAS: 721942-45-6
• Molecular Formula: C7H7 N O3
• Molecular Weight: 153.137
• Hs Code.: 29093090
• European Community (EC) Number: 209-079-8
• NSC Number: 4956
• UNII: V9920UY61E
• DSSTox Substance ID: DTXSID3060295
• Nikkaji Number: J1.617I
• Wikidata: Q27121414
• Metabolomics Workbench ID: 57144
• Mol file: 555-03-3.mol

Synonyms:3-Nitroanisole;1-Methoxy-3-nitrobenzene;555-03-3;M-NITROANISOLE;m-Methoxynitrobenzene;Benzene, 1-methoxy-3-nitro-;3-Methoxynitrobenzene;Anisole, m-nitro-;Methyl m-nitrophenyl ether;3-nitro-anisole;1-methoxy-3-nitro-benzene;NSC 4956;CCRIS 2320;EINECS 209-079-8;UNII-V9920UY61E;V9920UY61E;NSC-4956;m-Nitroanisol;3-nitroanisol;NSC4956;3-Nitroanisole, 99%;3-NITROMETHOXYBENZENE;M-NITROANISOLE [MI];Benceno, 1-metoxi-3-nitro-;SCHEMBL515302;DTXSID3060295;CHEBI:48972;3-METHOXY-1-NITROBENZENE;MFCD00007237;AKOS015916731;FS-4700;LS-188150;FT-0616231;N0124;D91642;A830679;W-105559;W-108973;Q27121414

Chemical Property of 3-Nitroanisole

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.0249mmHg at 25°C
• Melting Point: 36-38 ºC
• Refractive Index: 1.542
• Boiling Point: 258 ºC
• Flash Point: >110 ºC
• PSA: 55.05000
• Density: 1.251 g/cm³
• LogP: 2.12660
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: soluble(lit.)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 153.042593085
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

99% ^*data from raw suppliers

3-Nitroanisole 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)[N+](=O)[O-]

Technology Process of 3-Nitroanisole

There total 50 articles about 3-Nitroanisole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

2-methoxy-4-nitrophenylamine (97-52-9) → 3-nitroanisole (555-03-3)

Guidance literature:

With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide; at 30 ℃; for 1h; Green chemistry;

DOI:10.3184/174751918X15402967122774

Reference yield: 98.0%

meta-nitrophenol (554-84-7) + methyl iodide (74-88-4) → 3-nitroanisole (555-03-3)

Guidance literature:

With potassium carbonate; In acetone;

DOI:10.1016/j.bmcl.2009.04.050

Reference yield: 96.0%

2-nitro-4-methoxybenzoic acid (33844-21-2) → 3-nitroanisole (555-03-3)

Guidance literature:

With silver carbonate; In dimethyl sulfoxide; at 120 ℃; for 16h;

DOI:10.1039/b916646g

upstream raw materials:

3-fluoro-1-nitrobenzene

sodium methylate

meta-nitrophenol

methyl p-toluene sulfonate

Downstream raw materials:

2-chloromethyl-5-nitro-anisole

9-(4-amino-phenyl)-7-methyl-acridin-3-ylamine

2-Chlor-8-methoxy-phenazin

7-chloro-1-methoxyphenazine

Refernces

• 1、 Wu, Cunluo,Bian, Qilong,Ding, Tao,Tang, Mingming,Zhang, Wenkai,Xu, Yuanqing,Liu, Baoying,Xu, Hao,Li, Hai-Bei,Fu, Hua. "Photoinduced Iron-Catalyzed ipso-Nitration of Aryl Halides via Single-Electron Transfer". . p. 9561 - 9568. Retrieved 2021/08/06.
• 2、 Deng, Renjie,Liu, Pingle,Luo, He'an,Ni, Wenjin,You, Kuiyi,Zhao, Fangfang. "Low-temperature and highly efficient liquid-phase catalytic nitration of chlorobenzene with NO2: Remarkably improving the para-selectivity in O2-Ac2O-Hβ composite system". . . Retrieved 2020/02/26.